Staff Product Manager, New Products

About the team & opportunity

This is a hybrid position located in the Bay Area; the expectation is to go into the San Francisco office 2 times per week.

Your Mission

Build the next generation of Calendly products. Your charter is to identify, incubate, and scale new product experiences that:

• Extend Calendly's value beyond scheduling into new product lines powered by AI
• Drive retention, and new revenue
• Deliver net-new value that delights solopreneurs and small businesses
• Leverage AI to create experiences that feel intelligent, proactive, and effortless

A Day in the Life

This position reports to our Chief Product Officer. You'll thrive in an environment where creativity and experimentation are encouraged, and where speed matters as much as precision.

On a typical day, you will:

• Lead discovery and validation of new product ideas, including rapid prototyping and customer testing
• Explore how AI can power new experiences across scheduling, meetings and beyond
• Collaborate with R&D (Engineering, Design, Research) to build MVPs and experiments that unlock high-potential opportunities
• Persist with leadership to align new initiatives with Calendly's long-term multi-product vision
• Define success metrics and run experiments to quickly evaluate product-market fit

What Makes This a True 0→1 Role

You will:

• Define entirely new product experiences
• Build rapid prototypes and Minimum Delightful Products
• Validate problems, define user segments, and drive upgrades
• Create the product narrative, roadmap, and long-term strategy
• Ownt the execution path from concept → beta → GA → scale
• Influence the future of Calendly’s evolution

AI + LLM Technologies You'll Leverage

You will have access to Calendly's rapidly evolving AI Platform and modern LLM capabilities, including:

• LLM-powered contextual reasoning (OpenAI + future models)
• Evaluation frameworks to measure AI quality, accuracy, and reliability across features
• AI tools for prototyping to rapidly iterate on UI designs
• Agentic tasks and workflows
• AI-assisted generation, summarization, and relationship insights

Cross-Functional Partnership

You will collaborate closely with:

• CPO — product vision and multi-product strategy
• Director of AI Products — AI platform, vision, and product alignment
• XFN: Engineering, ML/AI, Design, Data Science, GTM, Support

What We Need From You

• 8–10 years of PM experience across startups and scaled companies; bonus points if you've been a founder or early employee at a SaaS company
• Track record of building 0-to-1 products and validating new ideas in ambiguous environments
• Strong product sense and customer empathy; able to translate insights into bold, differentiated solutions
• Experience, curiosity, and eagerness to explore what's possible with AI is a must
• Ability to work in our San Francisco office 2–3 times per week
• Authorized to work lawfully in the United States (Calendly does not engage in immigration sponsorship at this time)